A potent APJ receptor agonist
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(Glp1)-Apelin-13 (trifluoroacetate salt)

Item No. 15590

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-oxo-L-prolyl-L-arginyl-L-prolyl-L-arginyl-L-leucyl-L-seryl-L-histidyl-L-lysylglycyl-L-prolyl-L-methionyl-L-prolyl-L-phenylalanine, trifluoroacetate salt
Synonyms
  • (pGlu1)Apelin-13
  • Pyr-Apelin-13
  • (Pyr1)Apelin-13
Molecular Formula
C69H108N22O16S • XCF3COOH
Formula Weight
1533.8
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
XRPRLSHKGPMPF (Modifications: X = pGlu)
Solubility(Learn about Variance in Solubility)
Water: 10 mg/mLWater: 10 mg/ml
SMILES
O=C(N(CCC1)[C@@H]1C(N[C@@H](CCCNC(N)=N)C(N[C@@H](CC(C)C)C(N[C@@H](CO)C(N[C@H](C(N[C@@H](CCCCN)C(NCC(N(CCC2)[C@@H]2C(N[C@@H](CCSC)C(N(CCC3)[C@@H]3C(N[C@H](C(O)=O)CC4=CC=CC=C4)=O)=O)=O)=O)=O)=O)CC5=CNC=N5)=O)=O)=O)=O)[C@H](CCCNC(N)=N)NC([C@@H](N6)CCC6=O)=O.FC(F)(C(O)=O)F
InChi Code
InChI=1S/C69H108N22O16S.C2HF3O2/c1-39(2)32-47(85-57(96)43(17-9-26-76-68(71)72)82-63(102)52-20-12-29-90(52)65(104)45(18-10-27-77-69(73)74)83-58(97)44-22-23-54(93)80-44)59(98)88-50(37-92)61(100)86-48(34-41-35-75-38-79-41)60(99)81-42(16-7-8-25-70)56(95)78-36-55(94)89-28-11-19-51(89)62(101)84-46(24-31-108-3)66(105)91-30-13-21-53(91)64(103)87-49(67(106)107)33-40-14-5-4-6-15-40;3-2(4,5)1(6)7/h4-6,14-15,35,38-39,42-53,92H,7-13,16-34,36-37,70H2,1-3H3,(H,75,79)(H,78,95)(H,80,93)(H,81,99)(H,82,102)(H,83,97)(H,84,101)(H,85,96)(H,86,100)(H,87,103)(H,88,98)(H,106,107)(H4,71,72,76)(H4,73,74,77);(H,6,7)/t42-,43-,44-,45-,46-,47-,48-,49-,50-,51-,52-,53-;/m0./s1
InChi Key
LMXSVBHOGMJENQ-PDGAQFIRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    The apelin gene encodes a pre-proprotein that is processed to generate bioactive peptides consisting of 36, 17, or 13 amino acids: apelin-36 (Item No. 13524), apelin-17, and apelin-13 (Item No. 13523), respectively. Apelin-13 is an endogenous ligand of the APJ receptor, activating this G protein-coupled receptor with an EC50 value of 0.37 nM.1,2 (Glp1)-Apelin-13 is a pyroglutamylated form of apelin-13, in that the N-terminal glutamine residue is cyclized to pyroglutamic acid. Like apelin-13, this compound is a potent APJ receptor agonist (EC50 = 0.30 nM).1 (Glp1)-Apelin-13 is the major apelin isoform in the plasma of healthy human subjects.3 It can have vasoconstrictor and antipyretic effects in vitro and in vivo.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tatemoto, K., Hosoya, M., Habata, Y., et al. Isolation and characterizaton of a novel endogenous peptide ligand for the human APJ receptor. Biochem. Biophys. Res. Commun. 251(2), 471-476 (1998).

    2. Lee, D.K., Cheng, R., Nguyen, T., et al. Characterization of apelin, the ligand for the APJ receptor. J. Neurochem. 74(1), 34-41 (2000).

    3. Zhen, E.Y., Higgs, R.E., and Gutierrez, J.A. Pyroglutamyl apelin-13 identified as the major apelin isoform in human plasma. Anal. Biochem. 442(1), 1-9 (2013).

    4. Katugampola, S.D., Maguire, J.J., Matthewson, S.R., et al. [125I]-(Pyr1)Apelin-13 is a novel radioligand for localizing the APJ orphan receptor in human and rat tissues with evidence for a vasoconstrictor role in man. Br. J. Pharmacol. 132(6), 1255-1260 (2001).

    5. Kagiyama, S., Fukuhara, M., Matsumura, K., et al. Central and peripheral cardiovascular actions of apelin in conscious rats. Regul. Pept. 125(1-3), 55-59 (2005).

    6. Hatzelmann, T., Harden, L.M., Roth, J., et al. Antipyretic effect of central [Pyr1]apelin13 on LPS-induced fever in the rat. Regul. Pept. 184, 6-13 (2013).